JPH02188504A - Self-adsorbable antimicrobial agent and fiber product treated with the same antimicrobial agent - Google Patents

Abstract

PURPOSE:To provide a self-absorbable anti-microbial agent having excellent safety, stability, washing resistance, etc., by containing a glycerol acetic acid fatty acid ester, propyleneglycol fatty acid ester, etc., as an active ingredient and also to provide an anti-microbial agent-treated fiber product such as cotton treated with the anti-microbial agent. CONSTITUTION:A self-absorbable anti-microbial agent contains as an active ingredient one or more selected from a glycerol-acetic acid fatty acid ester (the fatty acid has 8-22C), -lactic acid fatty acid ester, -citric acid fatty acid ester, -succinic acid fatty acid ester or -diacetyltartaric acid fatty acid ester, polyglycerol fatty acid ester, polyglycerol condensed ricinoleic acid ester and propyleneglycol fatty acid ester, and cotton, cellulose derivative chemical fibers, wool, silk, etc., are treated with the self-adsorbable anti-microbial agent to provide an anti-microbial agent-processed fiber product. The anti-microbial agent exhibits a highly strong affinity especially with the cotton and the cellulose fibers and the anti-microbial activity is held after washed 50 times.

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to an antibacterial agent that exhibits strong self-adsorption properties to textile materials, and to textile products containing this antibacterial agent.

[Prior Art] Underwear, socks, sports clothing, bedding, athletic shoes, and the like are contaminated with secretions discharged from the user's skin, skin peelings, and the like. Since these serve as a nutrient source for bacteria, they serve as a suitable medium for bacteria to propagate, and the products of the bacteria generate unpleasant odors and, in some cases, can cause skin diseases.

Furthermore, futons, rugs, curtains, wall fabrics, etc. often develop mold while being stored or used in humid places, and in this case, fibers deteriorate and the quality deteriorates due to contamination. In addition to these, it is also desirable that dish towels, wet towels, bandages, etc. be kept sanitary by suppressing bacterial contamination.

Conventionally, as a means to solve these problems, solutions containing various disinfectants have been applied to textile products by methods such as dipping, coating, and spraying.
Many of them easily decompose or fall off due to external influences such as washing, and their effectiveness lasts for a short time. Therefore, as a method to strengthen the adhesion of the disinfectant, for example, 1. a method in which a part of the sterilizing quaternary ammonium salt is bonded to a part of the fiber molecule via an organic silicon compound, 2. Methods include a method in which a bactericidal agent is strongly coated and adhered to the fiber surface using a molecular compound, and a method in which a bactericidal gold-dust compound is bonded to the composition of the fiber constituent material to impart antibacterial properties.

[Problems to be solved by the invention] However, in these methods, the heat resistance of the compound used is low and it cannot withstand the heating process during processing, it easily comes off during washing, and the characteristics of the material fibers There are various drawbacks such as damage to the product, insufficient safety, complicated processing steps and high cost, and generation of harmful substances when the product is disposed of or incinerated.

[Means for Solving the Problems] The present inventors have solved the above-mentioned li,! l! In order to solve this problem, we conducted various studies and found that glycerol acetate fatty acid ester (r fatty acid as mentioned above has 8 to 22 carbon atoms unless otherwise specified), glycerol lactic acid fatty acid ester, and glycerol citric acid fatty acid ester. , glycerin succinic acid fatty acid ester, glycerin acetyl tartaric acid fatty acid ester, polyglycerin fatty acid ester, polyglycerin condensed ricinoleic acid ester, and propylene glycol fatty acid ester. 1fffi or 2f! It was discovered that a mixture of one or more of these materials not only has an extremely strong affinity for cotton, cellulose-derived synthetic fibers, wool, silk, etc., but also that their antibacterial activity actually increases when washed. .

[Action] Glycerin acetate fatty acid ester, glycerin lactic acid fatty acid ester, glycerin citric acid fatty acid ester, glycerin succinic acid fatty acid ester, glycerin acetyl tartrate fatty acid ester, polyglycerin fatty acid ester,
Polyglycerin condensed ricinoleate ester and propylene glycol fatty acid ester are currently widely used as emulsifiers, emulsion stabilizers, foaming agents, modifiers, etc. for foods, and their safety has been confirmed. However, the antibacterial activity of these compounds has not been reported.

Naturally, there has never been an example of its use for antibacterial processing of textiles, and its suitability was completely unknown.

The present inventors investigated the antibacterial properties of these compounds, and
We obtained the following interesting findings. That is, although these compounds had sufficient antibacterial activity when subjected to an antibacterial test as they were, no such excellent antibacterial action was observed. However, when these compounds are applied to cotton, cellulose-derived chemical fibers, wool, and silk by impregnation or adhesion processing, they adhere very strongly to the fibers, hardly come off even after washing, and have antibacterial properties. I learned that there is even a tendency for power to increase significantly.

The glycerin acetate fatty acid ester, glycerin lactic acid fatty acid ester, glycerin citric acid fatty acid ester, glycerin succinic acid fatty acid ester, glycerin acetyl tartaric acid fatty acid ester, and propylene glycol fatty acid ester according to the present invention can be used alone or in combination of two or more fffi to form the above-mentioned fiber group. It can provide strong antibacterial properties against.

Typical examples of the above fatty acids having 8 to 22 carbon atoms include octanoic acid, pelargonic acid, decanoic acid,
undecanoic acid, lafric acid, tridecanoic acid, myristic acid, pentadecanoic acid, valmitic acid, heptadecanoic acid,
Examples include saturated fatty acids such as stearic acid, nonadecanoic acid, arachidic acid, and behenic acid, as well as unsaturated fatty acids such as undecanoic acid, oleic acid, linoleic acid, and lilunic acid.

It should be noted that the compounds of the present invention may be combined with other well-known bactericidal and fungicidal agents, such as paraoxybenzoic acid esters, parachlor-
It is also possible to use metaxylenol, α-bromucinnamaldehyde, thiabendazole, etc. in combination, and it is expected that the initial effect will be enhanced by this.

When applying the active ingredient of the present invention to a fiber material, it is prepared and used as an emulsion or solution as described below. That is, if the above compound is heated, mixed, and homogenized by adding 200% (weight%) or less of an emulsifier, 500% or less of a hydrophilic solvent, water, etc., an emulsion can be prepared, or it can be dissolved in an organic solvent. Then, it can be prepared as a solution. In addition, viscosity modifiers, stabilizers, colorants, fragrances, etc. may be added if necessary. The hydrophilic solvent used includes lower alcohols, alkylene glycol monoalkyl ethers, dialkylene glycol monoalkyl ethers, dimethyl sulfoxide, N-methyl-2-pyrrolidone, etc., and is not particularly limited. In addition, the above organic solvent has a boiling point of 1
Examples include alcohols, ethers, ketones, and lower alcohol acetate esters having a temperature of 50° C. or lower, without any particular limitation. Further, there are no particular restrictions on the emulsifier, but representative examples include alkylaryl sulfonate, polyoxyethylene alkylaryl ether sulfate, dialkyl sulfosuccinate, polyoxyethylene sorbitan monofatty acid ester, sucrose fatty acid ester, etc. is exemplified.

To explain the method of applying the emulsion or solution prepared in this way to a fiber material, first, in the case of the above emulsion, dilute it with water to prepare a solution containing 0 to 10% of the above active ingredient, and then immerse it. It is treated by means such as coating, spraying, etc. so that it is applied in an amount of 0.1 to 5% based on the weight of the fiber to be processed. In this case, if it is less than 0.1%, the antibacterial effect is weak;
It is not necessary to add more than 5% as long as it is used under normal usage conditions. In the case of the above-mentioned solution, the object to be treated is treated so that the compound of the present invention is contained in the above-mentioned amount by dipping, coating, spraying, etc., either with or without diluting with water.

The self-adsorbing antibacterial agent of the present invention shows extremely strong affinity particularly for cotton fibers and cellulose-derived synthetic fibers, and
Antibacterial efficacy is maintained even after 0 washes. Almost the same effect is also observed for wool and silk products.

The self-adsorbing antibacterial agent of the present invention also shows strong adhesion to synthetic fibers. For example, it shows antibacterial power on acrylic and nylon fibers even after washing 5 to 10 times, and on cotton,
Naturally, products that are blended or woven with wool, silk, etc. are highly effective, so processed fiber products include underwear, socks, sports clothing, bedding, curtains, rugs, wall fabrics, fugins,
It is widely applied to wet towels, bandages, sports shoes, bags, paper, valve products, etc.

Products treated with antibacterial agents using the antibacterial agent of the present invention have a good texture,
It does not impair the original characteristics of the fiber in terms of gloss, odor, water repellency, etc.

The compounds used in the antibacterial agent of the present invention are designated as food additives or are related compounds thereof, and are safer than the bactericides conventionally used for antibacterial processing of textile products. Another major feature is that it is extremely expensive and can be used with peace of mind.

[Examples] The present invention will be explained in more detail with reference to Examples below, but the present invention is not limited to the following Examples unless it exceeds the gist of the invention. All percentages refer to parts and percentages by weight.

Example 1 Glycerin acetic acid fatty acid (8 to 22 carbon atoms) ester (A
), glycerin lactic acid fatty acid (16 carbon atoms) ester (B
), glycerin citric acid fatty acids (16 and 18 carbon atoms)
) ester (C), glycerin succinic acid fatty acid (carbon number 16.18) ester (D), glycerin acetyl tartaric acid fatty acid (carbon number 16-20) ester (E), polyglycerin fatty acid (carbon number 14-20) ester (F)
, polyglycerin condensed ricinoleic acid ester (G),
and propylene glycol fatty acids (14 to 18 carbon atoms)
) Separately take 30 parts of each ester (H), add 10 parts of sodium dioctyl sulfosuccinate, 20 parts of dimethyl sulfoxide, 20 parts of isopropanol and 20 parts of water.
The mixture was heated and mixed to obtain an emulsion having a concentration of each active ingredient of 30%.

As a comparative example, paraoxybenzoic acid butyl ester (hereinafter referred to as PB) and parachloro-metaxylenol (
Each 30% emulsion was obtained by separately taking 30 parts of CX (hereinafter referred to as CX) and otherwise using the same method as above.

A cotton cloth was immersed in a 30-fold diluted aqueous solution of each 30% emulsion, squeezed so that an amount of liquid equal to the weight of the cotton cloth was attached, and dried with hot air at 105° C. for 10 minutes to obtain a sample cloth. Washing sample cloth is JIS
It was prepared by processing with L 1018 (H method). The antibacterial test was performed using Staphylococcus a
The inhibition circle around the sample cloth (cut into 20 x 10 Iffl) after culturing at 37° C. for 24 hours was measured using a method according to AATCC Test Method 90 (medium mixing method) using a sample cloth (cut into 20 x 10 Iffl). The results are shown in Table 1.

In the examples using the antibacterial agent of the present invention, the antibacterial activity was maintained even after washing, and sometimes increased, but in the comparative examples, the antibacterial activity tended to decrease rapidly.

(Note) The value is the distance from the periphery of the sample cloth to the end of the inhibition circle: 1l
II (maximum x minimum) Example 2 Glycerin acetate fatty acid ester (A
), using 30% emulsions each of glycerin citric acid fatty acid ester (C), polyglycerin condensed ricinoleic acid ester (G), propylene glycol fatty acid ester (H) and paraoxybenzoic acid butyl ester (PB),
Cotton, acetate, wool, and silk fabrics were immersed in 30-fold diluted aqueous solutions to adhere the same amount of the solution to the weight of the fabrics, and the same method as in Example 1 was used to obtain unwashed and washed sample fabrics. Next, an antibacterial test was conducted on Staphylococcus using the method of Example 1, and the inhibition zone (ts) was measured. From the results shown in Table 2, it was found that each material had a similar effect to Habo.

[Effects of the Invention] The present invention eliminates various drawbacks of conventional products in terms of safety, stability, washing resistance, pollution problems during incineration, etc., and creates a new product without impairing the original physical properties of the workpiece. The present invention provides a self-adsorbing antibacterial agent that is easy to use and an antibacterial processed product having the above-mentioned improved properties.

Claims (2)

[Claims] (1) Glycerin acetate fatty acid ester (herein, when referring to "fatty acid", the number of carbon atoms is 8 to 8 unless otherwise specified)
22), glycerin lactic acid fatty acid ester, glycerin citric acid fatty acid ester, glycerin succinic acid fatty acid ester, glycerin acetyl tartaric acid fatty acid ester, polyglycerin fatty acid ester, polyglycerin condensed ricinoleate ester, and propylene glycol fatty acid ester A self-adsorptive antibacterial agent characterized by containing one or more types of antibacterial agents as active ingredients. (2) One or more types selected from the group consisting of cotton, cellulose-derived chemical fiber, wool, and silk to which the self-adsorbing antibacterial agent described in claim (1) has been applied is used at least in part. Antibacterial processed textile products.